Details
Stereochemistry | RACEMIC |
Molecular Formula | C4H6O5 |
Molecular Weight | 134.0874 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(CC(O)=O)C(O)=O
InChI
InChIKey=BJEPYKJPYRNKOW-UHFFFAOYSA-N
InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)
Molecular Formula | C4H6O5 |
Molecular Weight | 134.0874 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
DescriptionSources: http://www.cosmeticsinfo.org/ingredient/sodium-malate | https://www.food.gov.uk/science/additives/enumberlist#h_7 | https://www.ncbi.nlm.nih.gov/pubmed/11358110 | https://www.ncbi.nlm.nih.gov/pubmed/9477166http://gov.personalcarecouncil.org/ctfa-static/online/lists/cir-pdfs/FR330.pdf | https://www.montavit.com/sites/default/files/produktdownloads/pil_acerbine_solution_06022015.pdf
Sources: http://www.cosmeticsinfo.org/ingredient/sodium-malate | https://www.food.gov.uk/science/additives/enumberlist#h_7 | https://www.ncbi.nlm.nih.gov/pubmed/11358110 | https://www.ncbi.nlm.nih.gov/pubmed/9477166http://gov.personalcarecouncil.org/ctfa-static/online/lists/cir-pdfs/FR330.pdf | https://www.montavit.com/sites/default/files/produktdownloads/pil_acerbine_solution_06022015.pdf
Malic acid is a racemic mixture of naturally occuring L-malic acid and D-malic acid. Malic acid is used in cosmetic product formulations and is generally recognized as safe as a direct food additive for use as a flavor enhancer, flavoring agent and adjuvant, and as a pH control agent. In medicine malic acid is also used in the preparation of salts. The racemic malic acid is an active ingredient of Acerbine solution, which is applied for the treatment of superficial skin injuries. L-Malic acid is an intermediate of the Krebs cycle.
Originator
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Secondary | Unknown Approved UseUnknown |
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Preventing | Unknown Approved UseUnknown |
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Curative | ACERBINE Approved UseAcerbine solution is suitable for the treatment of superficial skin injuries, such as burns, scalds, sunburn, wounds and abrasions. |
PubMed
Title | Date | PubMed |
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Metabolic regulation of pH in plant cells: role of cytoplasmic pH in defense reaction and secondary metabolism. | 2001 |
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Final report on the safety assessment of Malic Acid and Sodium Malate. | 2001 |
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Development of a new calcium phosphate cement that contains sodium calcium phosphate. | 2001 Apr |
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Survey of normal appearing mouse strain which lacks malic enzyme and Nad+-linked glycerol phosphate dehydrogenase: normal pancreatic beta cell function, but abnormal metabolite pattern in skeletal muscle. | 2001 Apr |
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Physiological basis of reduced AL tolerance in ditelosomic lines of Chinese Spring wheat. | 2001 Apr |
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Inhibiting expression of a tomato ripening-associated membrane protein increases organic acids and reduces sugar levels of fruit. | 2001 Apr |
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Reevaluating the free-ion activity model of trace metal toxicity toward higher plants: experimental evidence with copper and zinc. | 2001 Apr |
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Phlebotomine sandflies in Venezuela. V. Review of the genus Brumptomyia (Diptera: Psychodidae), with description of the female of Brumptomyia devenanzii, re-description of the male and isozymatic profile. | 2001 Apr |
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Carbohydrate deprivation reduces NADPH-production in fish liver but not in adipose tissue. | 2001 Aug |
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Characterization of a novel complex from halophilic archaebacteria, which displays chaperone-like activities in vitro. | 2001 Aug 10 |
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Alteration of the specificity of malate dehydrogenase by chemical modulation of an active site arginine. | 2001 Aug 17 |
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Substrate and cofactor binding to fluorescently labeled cytoplasmic malate dehydrogenase. | 2001 Feb 9 |
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[Lactate and malate dehydrogenase activity in the sterlet and Russian sturgeon under conditions of the widespread muscular pathology]. | 2001 Jan-Feb |
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Thyroid hormone--sympathetic interaction and adaptive thermogenesis are thyroid hormone receptor isoform--specific. | 2001 Jul |
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Massive sequence comparisons as a help in annotating genomic sequences. | 2001 Jul |
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Altered expression and function of mitochondrial beta-oxidation enzymes in juvenile intrauterine-growth-retarded rat skeletal muscle. | 2001 Jul |
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Ergosteroids IV: synthesis and biological activity of steroid glucuronosides, ethers, and alkylcarbonates. | 2001 Jul |
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Relationships between inhibition constants, inhibitor concentrations for 50% inhibition and types of inhibition: new ways of analysing data. | 2001 Jul 1 |
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pH-dependent investigations of vanadium(V)-peroxo-malate complexes from aqueous solutions. In search of biologically relevant vanadium(V)-peroxo species. | 2001 Jul 16 |
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Transcriptome meets metabolome: hierarchical and metabolic regulation of the glycolytic pathway. | 2001 Jul 6 |
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The effect of nucleotides and mitochondrial chaperonin 10 on the structure and chaperone activity of mitochondrial chaperonin 60. | 2001 Jun |
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Aluminum speciation studies in biological fluids. Part 7. A quantitative investigation of aluminum(III)-malate complex equilibria and their potential implications for aluminum metabolism and toxicity. | 2001 Jun |
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Oral almotriptan vs. oral sumatriptan in the abortive treatment of migraine: a double-blind, randomized, parallel-group, optimum-dose comparison. | 2001 Jun |
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Energetic determinants of tyrosine phosphorylation of focal adhesion proteins during hypoxia/reoxygenation of kidney proximal tubules. | 2001 Jun |
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A pre-genetic study of the isoforms of malic enzyme associated with lipid accumulation in Mucor circinelloides. | 2001 Jun |
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What controls the outer mitochondrial membrane permeability for ADP: facts for and against the role of oncotic pressure. | 2001 Jun 1 |
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Myoadenylate deaminase deficiency does not affect muscle anaplerosis during exhaustive exercise in humans. | 2001 Jun 15 |
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Histochemical study of acute and chronic intraperitoneal nicotine effects on several glycolytic and Krebs cycle dehydrogenase activities in the frontoparietal cortex and subcortical nuclei of the rat brain. | 2001 Jun 15 |
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An NMR-based metabonomic approach to the investigation of coelomic fluid biochemistry in earthworms under toxic stress. | 2001 Jun 29 |
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The homeodomain proteins PBX and MEIS1 are accessory factors that enhance thyroid hormone regulation of the malic enzyme gene in hepatocytes. | 2001 Jun 29 |
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Non-photosynthetic 'malic enzyme' from maize: a constituvely expressed enzyme that responds to plant defence inducers. | 2001 Mar |
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Relationship between NADP-specific isocitrate dehydrogenase and glutathione peroxidase in aging rat skeletal muscle. | 2001 Mar |
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A study into the role of L-aspartic acid on the metabolism of L-malic acid and D-glucose by Oenococcus oeni. | 2001 Mar |
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[Properties of gluconeogenesis enzymes from flatworms]. | 2001 Mar-Apr |
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Production of beta-thujaplicin in Cupressus lusitanica suspension cultures fed with organic acids and monoterpenes. | 2001 May |
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New phenolic constituents from the fruit juice of Phyllanthus emblica. | 2001 May |
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Comprehensive chemical profiling of gramineous plant root exudates using high-resolution NMR and MS. | 2001 May |
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Cloning and functional characterization of the 5' flanking region of the human mitochondrial malic enzyme gene. Regulatory role of Sp1 and AP-2. | 2001 May |
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Possible involvement of protein phosphorylation in aluminum-responsive malate efflux from wheat root apex. | 2001 May |
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Aluminum activates a citrate-permeable anion channel in the aluminum-sensitive zone of the maize root apex. A comparison between an aluminum- sensitive and an aluminum-resistant cultivar. | 2001 May |
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Oxyconformity in the intertidal worm Sipunculus nudus: the mitochondrial background and energetic consequences. | 2001 May |
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Amide hydrogen exchange shows that malate dehydrogenase is a folded monomer at pH 5. | 2001 May |
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High frequency of cytolytic T lymphocytes directed against a tumor-specific mutated antigen detectable with HLA tetramers in the blood of a lung carcinoma patient with long survival. | 2001 May 1 |
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Determination of organic acids and inorganic anions in wine by isotachophoresis on a planar chip. | 2001 May 4 |
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Enzymatic computing. | 2001 May-Jun |
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Assimilation of D-malate by Rhodobacter capsulatus E1F1. | 2001 Sep |
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[Isoenzyme patterns of the isolates of Blastocystis hominis from Guangxi]. | 2010 Feb |
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Method validation and determinations of levofloxacin, metronidazole and sulfamethoxazole in an aqueous pharmaceutical, urine and blood plasma samples using quantitative nuclear magnetic resonance spectrometry. | 2012 Jan 15 |
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The virucidal effect against murine norovirus and feline calicivirus as surrogates for human norovirus by ethanol-based sanitizers. | 2013 Aug |
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The virucidal effects against murine norovirus and feline calicivirus F4 as surrogates for human norovirus by the different additive concentrations of ethanol-based sanitizers. | 2016 Mar |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11358110
Oral lethal dose of Sodium Malate in dogs was 1 g/kg
Route of Administration:
Oral
The effects of two concentrations of disodium malate on the in vitro fermentation of three substrates differing in their forage : concentrate ratio (0.8 : 0.2, 0.5 : 0.5 and 0.2 : 0.8; g/g dry matter; low-, medium- and high-concentrate substrates, respectively) by rumen micro-organisms were studied using batch cultures. Rumen contents were collected from four Merino sheep offered lucerne hay ad libitum and supplemented daily with 400 g concentrate. Disodium malate was added to the incubation bottles to achieve final concentrations of 0, 4 and 8 mmol/l malate and 15N was used as a microbial marker.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 16:32:53 UTC 2022
by
admin
on
Fri Dec 16 16:32:53 UTC 2022
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Record UNII |
817L1N4CKP
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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CODEX ALIMENTARIUS (GSFA) |
INS-296
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DSLD |
2323 (Number of products:281)
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JECFA EVALUATION |
INS-296
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LOINC |
13770-3
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LOINC |
25113-2
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JECFA EVALUATION |
DL-MALIC ACID
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CFR |
21 CFR 184.1069
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EPA PESTICIDE CODE |
51101
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LOINC |
75068-7
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25941
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70612
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1202
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DB12751
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C030298
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617-48-1
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29209
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C80654
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C45678
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CONCEPT | Industrial Aid | ||
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MALIC ACID
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30797
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210-514-9
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DTXSID0027640
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1374601
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15595
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817L1N4CKP
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525
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817L1N4CKP
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6650
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SUB14455MIG
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INS-296
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M7041
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PRIMARY | Merck Index | ||
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CHEMBL1455497
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6915-15-7
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SUB59600
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230-022-8
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ALTERNATIVE |
Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT | |||
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PARENT -> CONSTITUENT ALWAYS PRESENT |
Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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PARENT -> IMPURITY |
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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Related Record | Type | Details | ||
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ACTIVE MOIETY |